CN110730673B

CN110730673B - High refractive index, high Abbe number intraocular lens materials

Info

Publication number: CN110730673B
Application number: CN201880037357.3A
Authority: CN
Inventors: D·施吕特
Original assignee: Alcon Inc
Current assignee: Alcon Inc
Priority date: 2017-06-05
Filing date: 2018-06-01
Publication date: 2022-04-19
Anticipated expiration: 2038-06-01
Also published as: AU2018279271A1; JP7087004B2; ES2901456T3; TW201905075A; US10712474B2; US20200292730A1; US10408974B2; AU2018279271B2; KR20200007885A; RU2728693C1; KR102309508B1; US11576998B2; EP3634508A1; BR112019025300B1; JP2020522325A; US20180348404A1; US20190339419A1; CN110730673A; BR112019025300A2; EP3634508B1

Abstract

High refractive index, hydrophobic acrylic materials are disclosed. These materials have a high refractive index and a high abbe number. This combination means that these materials have a low refractive index dispersion and are therefore particularly suitable for use as intraocular lens materials. These materials are also suitable for use in other implantable ophthalmic devices, such as keratoprostheses, corneal rings, corneal implants, and corneal inlays.

Description

High refractive index, high Abbe number intraocular lens materials

Technical Field

The present invention relates to an acrylic device material. In particular, the present invention relates to high refractive index acrylic device materials particularly suitable for use as intraocular lens ("IOL") materials, which can be injected through small incisions of less than 2.5 mm.

Background

With the recent development of small incision cataract surgery, increased emphasis has been placed on developing soft, foldable materials suitable for use in artificial lenses. Generally, these materials fall into one of three categories: hydrogels, silicones, and acrylics.

Overall, hydrogel materials have a relatively low refractive index, making them less desirable than other materials because of the thicker optical lens necessary to achieve a given optical power. Silicone materials generally have a higher refractive index than hydrogels, but unfold explosively after being placed in the eye in a folded position. The explosive unfolding can potentially damage the corneal endothelium and/or rupture the natural lens capsule. Acrylic materials are desirable because they typically have a higher refractive index than silicone materials and unfold more slowly or controllably than silicone materials.

U.S. Pat. No. 5,290,892 discloses a high refractive index acrylic material suitable for use as an IOL material. These acrylic materials contain two aryl acrylic monomers as the main components. They also contain a crosslinking component. IOLs made of these acrylic materials may be rolled or folded for insertion through a small incision.

U.S. Pat. No. 5,331,073 discloses soft acrylic IOL materials. These materials comprise as main components two acrylic monomers, which are defined by the nature of their respective homopolymers. A first monomer is defined as a monomer whose homopolymer has a refractive index of at least about 1.50. A second monomer is defined as a monomer whose homopolymer has a glass transition temperature of less than about 22 ℃. These IOL materials also include a crosslinking component. In addition, these materials may optionally include a fourth component, different from the first three components, derived from a hydrophilic monomer. These materials preferably have a total of less than about 15% by weight of hydrophilic components.

U.S. Pat. No. 5,693,095 discloses foldable ophthalmic lens materials comprising at least 90% by weight in total of only two major lens forming monomers. One type of lens-forming monomer is an aryl acrylic hydrophobic monomer. Another lens-forming monomer is a hydrophilic monomer. These lens materials also include a crosslinking monomer, and optionally include a UV absorber, a polymerization initiator, a reactive UV absorber, and a reactive blue light absorber.

U.S. patent No. 6,653,422 discloses foldable ophthalmic lens materials consisting essentially of a single device-forming monomer and at least one crosslinking monomer. These materials optionally comprise a reactive UV absorber and optionally a reactive blue-light absorber. The single device-forming monomer is present in an amount of at least about 80% by weight. The device-forming monomer is an aryl acrylic hydrophobic monomer.

Acrylic materials with high refractive indices have historically been preferred as IOL materials because less material is required to produce a lens of a given power. Thus, a lens made of a higher refractive index material may be implanted through an incision in a lens of similar refractive power made of a lower refractive index material. Using a smaller incision in turn results in less trauma and reduces the likelihood of surgically induced astigmatism. However, polymeric materials with high refractive indices also typically exhibit refractive index dispersion. This can lead to chromatic aberrations, which can affect visual performance when viewing light of different wavelengths.

In general, the presence of aromatic groups results in materials with higher refractive index dispersion. Hydrophobic acrylic materials without aromatic groups will have reduced refractive index dispersion but will also have a lower refractive index and therefore will require larger incision sizes than comparable lenses made from high refractive index polymers.

Disclosure of Invention

Improved soft, foldable acrylic materials have now been discovered that are particularly suitable for use as IOLs, but may also be used as other implantable ophthalmic devices, such as keratoprostheses, corneal rings, corneal implants and corneal inlays. These materials have high refractive index and low refractive index dispersion. This is achieved using monomers comprising alicyclic functional groups in the hydrophobic acrylic polymer. These materials of the present invention are copolymers formed by polymerizing a mixture comprising a plurality of cycloaliphatic hydrophobic acrylic monomers, hydrophilic monomers, and a crosslinking agent.

The implantable ophthalmic device materials of the present invention are optically transparent, making them suitable for use as IOLs, and they have low viscosity, low surface scattering, good stability profiles, and good delivery properties. Among other factors, the present invention is based on the discovery that the multi-component, co-polymerized, high refractive index device materials obtained by copolymerizing the above ingredients are soft, non-reflective, have low viscosity and low haze, have low surface light scattering, and are capable of passing small (2.5mm or less) incisions with good deployment properties.

Detailed Description

All component amounts are expressed on a% (w/w) basis ("wt.%"), unless otherwise indicated.

The ophthalmic device materials of the present invention comprise a plurality of cycloaliphatic acrylic monomers having the formula:

wherein: a is H or CH₃；

B is O, NR or S;

d is O, S or absent (e.g., a single bond);

e is CH₃、CH₂CH₃、CH(CH₃)₂、C(CH₃)₃、CH₂OH or H;

r is H, CH₃、CH₂CH₃Or CH (CH)₃)₂；

x is 1-4, provided that if x is >1, no more than one CHE group has E ≠ H;

y is 0 to 2; and is

z is 0-4, provided that if D is absent, z ≠ 0.

Preferred acrylic hydrophobic monomers for use in these materials of the invention are those wherein B is O, z is 0-2, D is O or absent, y is 0, x is 2 or 3 and E is independently H, CH₂OH or CH₃Provided that if z is 0 or 1, D is absent. Most preferred is that B is O, z is 2, D is absent, y is 0, x is 3 and E is H. For example, preferred monomers include 2-cyclohexylethyl acrylate, 2-cyclopentylethyl acrylate, 3-cyclohexylpropyl acrylate, 3-cyclopentylpropyl acrylate, and 2- (cyclohexyloxy) ethyl acrylate. Most preferred is 2-cyclohexylethyl acrylate.

The monomer of formula (I) may be prepared by known methods. For example, the conjugated alcohol of the desired monomer can be combined with methyl acrylate, tetrabutyl titanate (catalyst), and a polymerization inhibitor such as 4-benzyloxyphenol in a reaction vessel. The vessel may then be heated to facilitate the reaction and distill off reaction by-products to drive the reaction to completion. Alternative synthetic schemes include adding acrylic acid to the conjugated alcohol and catalyzing with a carbodiimide or mixing the conjugated alcohol with acryloyl chloride and an HCl acceptor such as pyridine or triethylamine.

The monomer mixture polymerized to obtain these materials of the invention comprises 70% to 90% in total, preferably 75% to 85%, and more preferably 77% to 82% of one or more of said monomers of formula (I).

In addition to the monomers of formula (I), the mixture polymerized to form these materials of the invention also comprises hydrophilic monomers selected from the group consisting of: hydroxy (C)₂-C₄Alkyl) methacrylates, glycerol methacrylates, and N-vinylpyrrolidone. Preferred is hydroxy (C)₂-C₄Alkyl) methacrylates. The most preferred hydrophilic monomer is 2-hydroxyethyl methacrylate. The mixture or solution to be polymerized will contain from 5% to 25%, preferably from 12% to 22%, and more preferably from 16% to 19% of the total amount of hydrophilic monomers. The total amount of hydrophilic monomers contained in these materials of the present invention should be limited such that the equilibrium water content (at 35 ℃) of the polymeric device material of the present invention is less than 4% and preferably less than 2%.

These copolymer materials of the present invention are crosslinked. The copolymerizable crosslinking agents used in these copolymers of the present invention may be any terminal ethylenically unsaturated compound having one or more unsaturated groups. Suitable cross-linking agents include, for example, low molecular weight cross-linking agents having a molecular weight of from 100-500 daltons and high molecular weight cross-linking agents having a molecular weight of from 501-6,000 daltons. The low molecular weight crosslinking agent will typically be present in a total amount of from 0.5% to 3%, while the high molecular weight crosslinking agent will typically be present in a total amount of from 2% to 15%. Generally, the total amount of cross-linking agent in the materials of the invention will be in the range from 0.5-10% and the low molecular weight cross-linking agent will preferably be in the range from 1-3% or the high molecular weight cross-linking agent in the range from 3-10%.

Suitable low molecular weight crosslinking agents include: ethylene glycol diacrylate; diethylene glycol diacrylate; allyl acrylate; 1, 3-propanediol diacrylate; 2, 3-propanediol diacrylate; 1, 6-hexanediol diacrylate; 1, 4-butanediol diacrylate; triethylene glycol diacrylate; cyclohexane-1, 1-dimethyldimethanol diacrylate, 1, 4-cyclohexanediol diacrylate, 1, 3-adamantanediol diacrylate, 1, 3-adamantanedimethyl diacrylate, 2-diethyl-1, 3-propanediol diacrylate, 2-diisobutyl-1, 3-propanediol diacrylate, 1, 3-cyclohexanedimethyl diacrylate, 1, 4-cyclohexanedimethyl diacrylate; neopentyl glycol diacrylate; and their corresponding methyl methacrylates. Preferred low molecular weightThe crosslinking monomer comprises 1, 4-butanediol diacrylate and 1, 4-cyclohexane dimethyl diacrylate; and neopentyl glycol diacrylate. Most preferred is neopentyl glycol diacrylate. Suitable high molecular weight crosslinking agents include poly (ethylene glycol) dimethacrylate (M)_n700 daltons) and poly (ethylene glycol) dimethacrylate (M)_n2000 daltons).

In a preferred embodiment, the mixture of these materials used to form the invention comprises from 0.5% to 2%, preferably from 1.4% to 1, 8% of neopentyl glycol diacrylate.

In addition to the monomers of formula (I), hydrophilic monomers and crosslinking agents, the mixtures used to form these materials of the invention preferably also comprise reactive (polymerizable) UV absorbers and optionally reactive blue-light absorbers.

Many reactive UV absorbers are known. The preferred reactive UV absorber is 2- (2' -hydroxy-3 ' -methallyl-5 ' methylphenyl) benzotriazole, commercially available as o-methallyl benzotriazole cresol ("oMTP") from polymer science, Warrington, pa (Polysciences, inc., Warrington, Pennsylvania), 3- (2H-benzo [ d ] [1,2,3] triazol-2-yl) -4-hydroxyphenylethyl methacrylate and 2- (3- (tert-butyl) -4-hydroxy-5- (5-methoxy-2H-benzo [ d ] [1,2,3] triazol-2-yl) phenoxy) ethyl methacrylate. The UV absorber is typically present in an amount from 0.1 wt.% to 5 wt.%. In one embodiment, the materials of the present invention comprise 1.5-2.5 wt.%, preferably 1.5-2 wt.% of a reactive UV absorber.

Many reactive blue light absorbing compounds are known. Preferred reactive blue light absorbing compounds are those described in U.S. Pat. nos. 5,470,932, 8,207,244, and 8,329,775, the entire contents of which are incorporated herein by reference. The preferred blue light absorbing dye is N-2- [3- (2' -methylphenylazo-4-hydroxyphenyl ] ethylmethacrylamide when present, the blue light absorber is typically present in an amount of from 0.005 wt.% to 1 wt.%, preferably from 0.01 wt.% to 0.1 wt.%.

Although the monomer mixture polymerized to form the ophthalmic device material of the present invention comprises a monomer of formula (I), a hydrophilic monomer, a cross-linking agent, preferably a UV absorber, and optionally a blue-light absorber, the monomer mixture preferably does not comprise any aromatic monomer.

These implantable ophthalmic device materials of the present invention are prepared by combining the above ingredients and polymerizing the resulting mixture. Suitable polymerization initiators include thermal initiators and photoinitiators. Preferred thermal initiators include peroxy free radical initiators such as t-butyl (peroxy-2-ethyl) hexanoate and di- (t-butylcyclohexyl) peroxydicarbonate (available as Aksu Chemicals Inc., Chicago, Illinois) from Akzo Chemicals Inc

16 commercially available) or azo initiators, such as 2, 2' - (diazene-1, 2-diyl) bis (2, 4-dimethylvaleronitrile). The preferred photoinitiator is phenylphosphonyl bis (isopropylideneb) as

819 are commercially available. The initiator is typically present in an amount of 3 wt.% or less, and preferably 1.5 wt.% or less. Typically, the total amount of initiator is not included when determining the amount of other ingredients in the copolymeric composition.

The identity (identity) and amount of the above-described primary monomeric component (the monomer of formula (I)) as well as the identity and amount of any additional components is determined by the desired properties of the final ophthalmic lens material. Preferably, the components and their ratios are selected such that the acrylic device materials of the present invention have properties that make the materials of the present invention particularly suitable for use with IOLs that are inserted through incisions of 2.5mm or less, and preferably 2.0mm or less.

The lens material preferably has a refractive index of 1.46-1.50, preferably 1.48-1.50, and most preferably 1.49-1.50. Despite having a relatively high refractive index, of the inventionThese materials have abbe numbers greater than 47, preferably greater than 50, and most preferably greater than 52. Both the refractive index and the abbe number were measured using an abbe refractometer and a material sample equilibrated in a balanced salt solution at 35 ℃ before the measurement. The refractive index measurements were carried out at 589nm (Na illuminant). Abbe number (v) was calculated using the following formula_D)：

v_D＝(n_D-1)/(n_F-n_C)

Wherein n is_D、n_FAnd n_CAre the refractive indices of the material at 589nm (sodium D), 486nm (hydrogen F) and 656nm (hydrogen C), respectively.

The glass transition temperature ("Tg") of the lens material that affects the folding and unfolding characteristics of the material is preferably less than about 15 c, and more preferably less than about 10 c. Tg was measured by differential scanning calorimetry at 10 ℃/min, and Tg was determined as the half height of increase in heat capacity.

The lens material will have an elongation (strain at break) of at least 110%, preferably at least 120%, and most preferably at least 130%. This property indicates that the lens does not typically crack, tear or split when folded. Elongation of the polymer samples was determined on dumbbell-shaped tensile test samples having a total length of 20mm, a length of the grip region of 11mm, a total width of 2.49mm, a narrow cross-sectional width of 0.833mm, a fillet radius of 8.83mm, and a thickness of 0.9 mm. The test was carried out on the samples using a tensile tester at 18. + -. 2 ℃ or 23. + -. 2 ℃ and 50. + -. 10% relative humidity. The grip distance was set to 11mm and the crosshead speed was set to 50mm/min and the sample was pulled to failure. The strain at break is reported as a fraction of the displacement at failure relative to the original grip distance. The breaking stress is calculated at the maximum load of the sample (typically the load when the sample breaks) assuming that the initial area remains constant. The young's modulus is calculated from the instantaneous slope of the stress-strain curve in the linear elastic region. The secant modulus at 25% was calculated as the slope of a straight line drawn on the stress-strain curve between 0% strain and 25% strain. The secant modulus at 100% was calculated as the slope of a straight line drawn on the stress-strain curve between 0% strain and 100% strain.

The lens material will have an Equilibrium Water Content (EWC) of less than 4%. EWC was gravimetrically measured using an analytical balance. First, the dry sample weight is obtained, and then the sample is equilibrated in a Balanced Salt Solution (BSS) at room temperature for at least 24 hours. The sample was then removed from BSS, excess surface liquid was removed and the sample weighed. % EWC is determined by the following formula:

the evaluation of glistenings was carried out by placing the samples in deionized water at 45 ℃ for 20 hours. These samples were then transferred to a 37 ℃ bath and after cooling for 2 hours to 37 ℃, the samples were examined for glistenings using an optical microscope under dark field conditions at a magnification of at least 100X. Determination per mm in the sample²The number of reflections of (2). Preferably, the materials of the present invention have a reflectance of less than 10/mm²And more preferably less than 1 glistenings/mm²。

IOLs constructed from these materials of the present invention may be capable of being rolled or folded into any design that may be suitable for a small cross-section through a relatively small incision. For example, the IOL may have a so-called one-piece or multi-piece design and include an optic and a support portion. The optical portion is the portion that functions as the lens. Attaching the support portion to the optical portion and positioning the optical portion in the eye. The optical portion and the one or more support portions may be of the same or different materials. So-called multi-piece lenses are produced by separately preparing an optical portion and one or more supporting portions, and then attaching these supporting portions to the optical portion. In a one-piece lens, the optic portion and the support portions are formed from one piece of material. Depending on the material, these support portions are then cut or lathed out of the material to produce the IOL.

The invention is further illustrated by the following examples, which are intended to be illustrative and not limiting.

Examples of the invention

The monomer solution was prepared by combining the ingredients in the proportions listed in tables 1-4 below. Mix each solution well and use N₂Bubbling. The monomer solution was filtered directly through a 0.2 micron PTFE membrane into a polypropylene lens mold or a rectangular flat mold. For examples 1-5, the filled molds were placed in an oven and heated to 70 ℃ for 1 hour, followed by curing at 100 ℃ for 2 hours. Once cooled, the product was removed from the mold, extracted in acetone at room temperature, rinsed with fresh acetone and allowed to air dry. The product was then placed under vacuum at 70 ℃ for at least 16 hours. For examples 6-22, the filled molds were placed in a preheated 105 ℃ oven for 20 minutes followed by 2 hours and 40 minutes of curing at 100 ℃. Once cooled, the product was removed from the mold, extracted with ethanol at room temperature, rinsed with fresh ethanol and allowed to air dry. The product was then placed under vacuum at 80 ℃ for at least 16 hours. Prior to delivery testing, these IOL samples were treated with an argon plasma for 1 minute (400W, 160 mtorr) to reduce tack (see, e.g., U.S. patent No. 5,603,774). Tensile properties, refractive index, abbe number, light reflection and EWC were determined as described above. Tensile properties were measured using an Instron material tester model 4442 with a 50N load cell using a crosshead speed of 50 mm/min. The refractive index and Abbe number were measured using an ATAGO DR-M2 multi-wavelength Abbe refractometer.

Table 1.

Examples 1 to 5

CHEA 2-cyclohexyl ethyl acrylate

HEMA ═ 2-hydroxyethyl methacrylate

BDDA (1, 4-butanediol diacrylate)

CHDA (1, 4-cyclohexanedimethyldiacrylate)

NPGDA ═ neopentyl glycol diacrylate

2- (2' -hydroxy-3 ' -methallyl-5 ' -methylphenyl) benzotriazole

Perkadox16 ═ bis (4-tert-butylcyclohexyl) peroxydicarbonate

Table 2.

Examples 6 to 10

Table 3.

Examples 11 to 16

Table 4.

Examples 17 to 22

Example 23

Lens delivery assessment

Lenses cast in 40 diopter molds from the selected formulation were delivered through Monarch III D boxes using H4 head (with or without soft tip) and viscoelastic. Lens delivery was performed at 18 ℃ and 23 ℃ with no residence time. Post-delivery evaluations included optical and support damage and delivery cassette damage. In general, all of the lens optic is rapidly deployed and the support portion is not adhered to the optic zone during delivery. In addition, the optical section, the support section, and the transport box pass the factory cosmetic inspection.

Having now fully described this invention, it will be understood that the same may be embodied in other specific forms or variations without departing from its spirit or essential characteristics. The present embodiments are therefore to be considered in all respects as illustrative and not restrictive, the scope of the invention being indicated by the appended claims rather than by the foregoing description, and all changes which come within the meaning and range of equivalency of the claims are therefore intended to be embraced therein.

Claims

1. A polymeric ophthalmic device material prepared by polymerizing a monomer mixture, wherein the mixture comprises:

a) from 70 wt.% to 90 wt.% in total of one or more cycloaliphatic acrylic monomer(s) of formula (I)

Wherein: a is H or CH₃；

B is O, NR or S;

d is O, S or absent;

e is CH₃、CH₂CH₃、CH(CH₃)₂、C(CH₃)₃、CH₂OH or H;

r is H, CH₃、CH₂CH₃Or CH (CH)₃)₂；

x is 1-4, and if x is >1, no more than one CHE group has E ≠ H;

y is 0 to 2; and is

z is 0-4, and if D is not present, z ≠ 0;

b) from 5 wt.% to 25 wt.% in total of one or more hydrophilic monomers selected from the group consisting of: methacrylic acid hydroxy (C)₂-C₄Alkyl) esters, glycerol methacrylate and N-vinylpyrrolidone; and

c) a copolymerizable cross-linking agent;

wherein the ophthalmic device material has a refractive index of 1.46-1.50 and an Abbe number greater than 47.

2. The ophthalmic device material of claim 1 wherein with respect to the cycloaliphatic acrylic monomer of formula (I):

a is H or CH₃；

B is O;

d is O or absent;

e is CH₃Or H;

x is 2 or 3 and not more than one CHE group has E ═ CH₃；

y is 0; and is

z is 0-2, and if D is not present, z ≠ 0.

3. The ophthalmic device material of claim 2 wherein with respect to the cycloaliphatic acrylic monomer of formula (I):

a is H or CH₃；

B is O;

d is absent;

e is H;

x is 3;

y is 0; and is

z is 2.

4. The ophthalmic device material of claim 1 wherein the cycloaliphatic acrylic monomer of formula (I) is selected from the group consisting of: 2-cyclohexylethyl acrylate, 2-cyclopentylethyl acrylate, 3-cyclohexylpropyl acrylate, 3-cyclopentylpropyl acrylate and 2- (cyclohexyloxy) ethyl acrylate.

5. The ophthalmic device material of claim 1 wherein the mixture comprises a total of 75 wt.% to 85 wt.% of the cycloaliphatic acrylic monomer of formula (I).

6. The ophthalmic device material of claim 5 wherein the mixture comprises a total of 77 wt.% to 82 wt.% of the cycloaliphatic acrylic monomer of formula (I).

7. The ophthalmic device material of claim 1 wherein the hydrophilic monomer is hydroxy (C) methacrylate₂-C₄Alkyl) esters, and the mixture comprises a total of 12 wt.% to 22 wt.% hydrophilic monomers.

8. The ophthalmic device material of claim 7 wherein the hydrophilic monomer is 2-hydroxyethyl methacrylate.

9. The ophthalmic device material of claim 8 wherein the mixture comprises a total of 16 wt.% to 19 wt.% 2-hydroxyethyl methacrylate.

10. The ophthalmic device material of claim 1 wherein the polymerized ophthalmic device material has an equilibrium water content of less than 4%.

11. The ophthalmic device material of claim 10 wherein the polymerized ophthalmic device material has an equilibrium water content of less than 2%.

12. The ophthalmic device material of claim 1 wherein the copolymerizable cross-linking agent is a terminally ethylenically unsaturated compound having more than one unsaturated group.

13. The ophthalmic device material of claim 12 wherein the copolymerizable cross-linking agent is selected from the group consisting of: ethylene glycol diacrylate; diethylene glycol diacrylate; allyl acrylate; 1, 3-propanediol diacrylate; 2, 3-propanediol diacrylate; 1, 6-hexanediol diacrylate; 1, 4-butanediol diacrylate; triethylene glycol diacrylate; cyclohexane-1, 1-dimethylene diacrylate, 1, 4-cyclohexanediol diacrylate, 1, 3-adamantanediol diacrylate, 2-diethyl-1, 3-propanediol diacrylate, 2-diisobutyl-1, 3-propanediol diacrylate, 1, 3-cyclohexanedimethyl diacrylate, 1, 4-cyclohexanedimethyl diacrylate; neopentyl glycol diacrylate; ethylene glycol dimethacrylate; diethylene glycol dimethacrylate; allyl methacrylate; 1, 3-propanediol dimethacrylate; 2, 3-propanediol dimethacrylate; 1, 6-hexanediol dimethacrylate; 1, 4-butylene glycol dimethacrylate; dimethyl groupTriethylene glycol acrylate; cyclohexane-1, 1-dimethyldimethanol dimethacrylate, 1, 4-cyclohexanediol dimethacrylate, 1, 3-adamantanediol dimethacrylate, 2-diethyl-1, 3-propanediol dimethacrylate, 2-diisobutyl-1, 3-propanediol dimethacrylate, 1, 3-cyclohexanedimethyl dimethacrylate, 1, 4-cyclohexanedimethyl dimethacrylate; neopentyl glycol dimethacrylate; m_n700 Dalton poly (ethylene glycol) dimethacrylate and M_n2000 daltons poly (ethylene glycol) dimethacrylate.

14. The ophthalmic device material of claim 1 wherein the mixture comprises a total of 0.5 wt.% to 10 wt.% crosslinker.

15. The ophthalmic device material of claim 13 wherein the mixture comprises 0.5 wt.% to 2 wt.% neopentyl glycol diacrylate.

16. The ophthalmic device material of claim 1 wherein the mixture comprises 0.1 wt.% to 5 wt.% of the reactive UV absorber.

17. The ophthalmic device material of claim 1 wherein the ophthalmic device material has an abbe number greater than 50.

18. The ophthalmic device material of claim 1 wherein the ophthalmic device material has a Tg <15 ℃.

19. An ophthalmic device material prepared by polymerizing a mixture of monomers, wherein the mixture comprises:

a) 75-85 wt.% of 2-cyclohexylethyl acrylate;

b) 12-22 wt.% 2-hydroxyethyl methacrylate; and

c) 1-3 wt.% of a cross-linking agent having a molecular weight of 100-500 daltons;

wherein the ophthalmic device material has a refractive index of 1.48-1.50, an Abbe number greater than 52, a Tg less than 15 ℃, and an equilibrium water content of less than 2%.

20. An ophthalmic device material prepared by polymerizing a mixture of monomers, wherein the mixture comprises:

a) 77-82 wt.% of 2-cyclohexylethyl acrylate;

b)16 wt.% to 19 wt.% 2-hydroxyethyl methacrylate; and

c) 1.4-1.8 wt.% neopentyl glycol diacrylate;

wherein the ophthalmic device material has a refractive index of 1.48-1.50, an Abbe number greater than 52, a Tg less than 10 ℃, and an equilibrium water content of less than 2%.